Chemie von Aziridincarbonsäuren, IV. Enantioselektive Hydratisierung von Aziridin‐2‐carbonitril

1994; Wiley; Volume: 1994; Issue: 9 Linguagem: Inglês

10.1002/jlac.199419940906

ISSN

0170-2041

Autores

Klaus Jähnisch, Egon Gründemann, Annamarie Kunath, Μ. Ramm,

Tópico(s)

Synthesis of β-Lactam Compounds

Resumo

Chemistry of Aziridinecarboxylic Acids, IV. – Enantioselective Hydration of Aziridine‐2‐carbonitrile Aziridine‐2‐carbonitrile rac ‐ 1 was hydrated enantioselectively in aqueous medium by using (2 R ,3 R ,5 R )‐(−)‐5‐(1‐hydroxy‐1‐methylethyl)‐2‐methyl‐3‐oxocyclohexanecarbonitrile (2) as chiral catalyst. The ee value of the unreacted (S)‐(−)‐aziridine‐2‐carbonitrile 1 depends on the conversion and reaches ≥99%.

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